HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aniline → N-phenyl-2-(tert-butoxycarbonylamino)-5-indan carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aniline | HCID 6115 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Dimethylaminopyridine | HCID 21885 | — |
| Reactant | 2-((tert-butoxycarbonyl)amino)-2,3-dihydro-1H-indene-5-carboxylic acid | HCID 22719598 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-phenyl-2-(tert-butoxycarbonylamino)-5-indan carboxamide | HCID 22719646 | 70% |
Reaction Steps
Using 2-(tert-butoxycarbonylamino)-5-carboxyindan (30 mg, 0.11 mmol) synthesized in Reference Production Example 4, aniline (21 μl, 0.23 mmol), triethylamine (0.20 ml, 1.4 mmol), propanephosphonicacid anhydride (0.3 ml), dimethylaminopyridine (a catalytic amount) and methylene chloride (0.25 ml), a similar procedure to a) in Production Example 21 was carried out. The product obtained was purified by silica gel chromatography (hexane:ethyl acetate=4:1 to 7:3) to obtain N-phenyl-2-(tert-butoxycarbonylamino)-5-indan carboxamide (27 mg, 0.077 mmol) having the following physical properties:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06703421B1 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-eddf7110ca6c4dc599d6966e96ec6500 |
| Source note | uspto-grants-2004_03 |